Hydrochloric Acid → HCID 22105677、化合物

HRID 1455979ノート

反応式

HRID 1455979 の反応式
[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([N:16]([C:19]1[CH:29]=[CH:28][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:21][CH:20]=1)[CH2:17][CH3:18])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.ClCCl>C1COCC1>[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[CH2:14][N:16]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:28][CH:29]=1)[CH2:17][CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 22105552HCID 22105552、化合物

生成物 1

HCID 22105677HCID 22105677、化合物収率 32%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Borane-tetrahydrofuran complex (2.7 mL of a 1.0M solution in THF) was added over 5 minutes to a solution of ethyl 4-[N-(3-benzyloxy-2-thienoyl)-N-(ethyl)amino]benzoate (1.0 g) in THF (10 mL). The reaction mixture was stirred at ambient temperature for 15 minutes and then heated under reflux for 1 hour. An excess of aqueous 2N HCl was added to the cooled reaction mixture which was evaporated to dryness. The residue was made basic by the addition of aqueous potassium carbonate solution and this was extracted with diethyl ether (50 mL). The ether extract was washed with brine and dried over MgSO4. The oil obtained on removal of the solvent was subjected to chromatography on silica eluting with dichloromethane to give ethyl 4-[N-(3-benzyloxy-2-thienylmethyl)-N-(ethyl)amino]benzoate as an oil in 32% yield.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. customwas evaporated to dryness
  4. additionThe residue was made basic by the addition of aqueous potassium carbonate solution
  5. extractionthis was extracted with diethyl ether (50 mL)
  6. extractionThe ether extract
  7. washwas washed with brine
  8. dry with materialdried over MgSO4
  9. customThe oil obtained on removal of the solvent

出典と根拠

ORDレコード
ord-e204d7f1d6cb400fb767d88196c44133
出典データセット
uspto-grants-1998_12
特許番号
US05843942

反応ノート

読み込み中…